Photoredox/Iron Dual-Catalyzed Insertion of Acyl Nitrenes into C-H Bonds

In this work, the use of N-acyloxybenzamides as efficient acyl nitrene precursors under photoredox/iron dual catalysis is reported. The resulting acyl nitrenes could be captured by various types of C-H bonds and S- or P-containing molecules. Mechanism investigations suggested that the formation of the acyl nitrene from the N-acyloxybenzamide occurs by a photoredox process, and it is believed that in this redox process oxidative N-H bond cleavage of the N-acyloxybenzamide occurs prior to reductive N-O bond cleavage of the N-acyloxybenzamide.

Automated summary

This work reports the efficient application of N-acyloxybenzamides as acyl nitrene precursors under photoredox/iron dual catalysis. The resulting acyl nitrenes can react with various types of C-H bonds and molecules containing S or P atoms. Mechanistic investigations reveal the process of acyl nitrene formation from N-acyloxybenzamides.